Water → 2-(4-Dimethylamino-4-phenyl-cyclohexyl)-N-p-tolyl-acetamide hydrochloride

HRID 909000Notes

Reaction equation

HRID 909000 reaction equation
[Cl:1][Si](C)(C)C.O.[CH3:7][N:8]([CH3:32])[C:9]1([C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[CH2:14][CH2:13][CH:12]([CH2:15][C:16]([NH:18][C:19]2[CH:24]=[CH:23][C:22]([CH3:25])=[CH:21][CH:20]=2)=[O:17])[CH2:11][CH2:10]1>CC(CC)=O>[ClH:1].[CH3:32][N:8]([CH3:7])[C:9]1([C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[CH2:10][CH2:11][CH:12]([CH2:15][C:16]([NH:18][C:19]2[CH:20]=[CH:21][C:22]([CH3:25])=[CH:23][CH:24]=2)=[O:17])[CH2:13][CH2:14]1

Participants

5

Reactant 3

HCID 962WaterHCID 6397ChlorotrimethylsilaneHCID 116107442-(4-Dimethylamino-4-phenyl-cyclohexyl)-N-p-tolyl-acetamide

Product 1

HCID 116107432-(4-Dimethylamino-4-phenyl-cyclohexyl)-N-p-tolyl-acetamide hydrochloride

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent

Procedure

Chlorotrimethylsilane (0.477 ml) and water (34 μl) were added to a solution of the more polar diastereoisomer of 2-(4-dimethylamino-4-phenyl-cyclohexyl)-N-p-tolyl-acetamide (1.2 g, 3.4 mmol) in ethyl methyl ketone (10 ml). The hydrochloride was extracted as an oil with hexane and isolated in a yield of 78% (1.04 g; 2.7 mmol) (Example 60).

Workup

  1. extractionThe hydrochloride was extracted as an oil with hexane
  2. customisolated in a yield of 78% (1.04 g; 2.7 mmol) (Example 60)

Sources & evidence

ORD record
ord-e29ac0d6e54541a5aa239b608cc35678
Source dataset
uspto-grants-2011_09
Patent number
US08017630B2

Reaction notes

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